What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?

One-way options have recently been found by users for as low as $99 on Viva. Other airlines that offer cheap prices include Volaris from $107 and Frontier from $175 one-way.

What are the cheapest flights from Chicago to Cabo San Lucas?

While on average a flight from Chicago to Cabo San Lucas is generally $1,053, our data shows the cheapest flight currently is $245. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $253 for that flight.

What are the most reliable airlines from Chicago to Cabo San Lucas?

The top 3 most reliable airlines when flying from Chicago to Cabo San Lucas are American Airlines (88%), Emirates (77%) and United Airlines (77%).

What are the most popular airlines that fly from Chicago to Cabo San Lucas?

American Airlines, Aeromexico and Delta are the most popular airlines when flying from Chicago to Cabo San Lucas.

How far in advance should I book a flight from Chicago to Cabo San Lucas?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 18 days in advance, which can save you up to 23% on flights from Chicago to Cabo San Lucas compared to booking the week you need them. Waiting 18 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $575. For sooner than that we have options available in the next 3 days from $829.

What is the cheapest month to fly from Chicago to Cabo San Lucas?

Flights from Chicago to Cabo San Lucas lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Cabo San Lucas in July, with the cheapest ticket starting at $359.

Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?

Yes. In addition to deals on Chicago to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Cabo San Lucas?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cabo San Lucas.

Can I find deals for business class flights from Chicago to Cabo San Lucas?

Yes. Cheapflights offers flight deals from Chicago to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$97+ Save on Flights from Chicago to Cabo San Lucas

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Find cheap flights from Chicago to Cabo San Lucas with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Chicago to Cabo San Lucas are usually found in July or August, booked 17 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap flight deals from Chicago to Cabo San Lucas

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$417 (Kiwi.com)
One-way from	$97 (Kiwi.com)
Popular in	December
Cheapest in	July
Average price	$650

Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.

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From Chicago (CHI) to Cabo San Lucas

Search Deals

One-way flight from Chicago (CHI) to Cabo San Lucas

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in February 2025

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Find flight deals from Chicago to Cabo San Lucas

Cheapest flights from Chicago to Cabo San Lucas
Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2025.

Fri 2/283:50 pmORD - SJD

2 stops20h 00mMultiple Airlines

Sat 3/14:30 pmSJD - ORD

1 stop22h 30mMultiple Airlines

Deal found 2/27

$417

Thu 5/158:39 pmMDW - SJD

1 stop12h 51mMultiple Airlines

Sun 5/188:05 amSJD - MDW

1 stop9h 01mMultiple Airlines

Deal found 2/26

$417

Sat 3/87:55 pmMDW - SJD

1 stop12h 55mVolaris

Mon 3/108:29 amSJD - MDW

1 stop8h 41mVolaris

Deal found 2/25

$426

Wed 3/122:00 amORD - SJD

1 stop15h 10mViva

Mon 12/228:25 amSJD - ORD

1 stop29h 10mViva

Deal found 2/27

$428

Wed 6/251:55 amORD - SJD

1 stop7h 47mVolaris

Sun 6/2911:53 amSJD - ORD

2 stops15h 49mVolaris

Deal found 2/27

$431

Wed 4/97:05 amORD - SJD

1 stop8h 00mDelta

Wed 4/162:10 pmSJD - ORD

1 stop7h 49mDelta

Deal found 2/27

$443

Mon 4/76:00 amMDW - SJD

1 stop7h 21mDelta

Wed 4/1612:15 pmSJD - MDW

1 stop8h 07mDelta

Deal found 2/26

$443

Tue 4/16:56 pmORD - SJD

2 stops23h 19mAlaska Airlines

Tue 4/87:16 pmSJD - ORD

2 stops21h 00mAlaska Airlines

Deal found 2/26

$462

Fri 5/168:35 pmORD - SJD

1 stop14h 24mAmerican Airlines

Wed 5/2112:50 pmSJD - ORD

Nonstop4h 20mAmerican Airlines

Deal found 2/26

$473

Sat 6/75:35 amORD - SJD

1 stop7h 21mFrontier

Sat 6/2112:16 pmSJD - ORD

1 stop9h 52mFrontier

Deal found 2/27

$477

Fri 3/286:00 amMDW - SJD

1 stop9h 05mAeromexico

Thu 4/312:26 pmSJD - MDW

1 stop7h 55mAeromexico

Deal found 2/26

$483

Tue 4/295:35 amMDW - SJD

1 stop9h 25mSouthwest

Tue 5/61:55 pmSJD - MDW

1 stop6h 55mSouthwest

Deal found 2/26

$492

Best flights from Chicago to Cabo San Lucas
Discover carefully curated flight deals from Chicago to Cabo San Lucas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2025.

Sun 3/236:30 pmORD - SJD

1 stop17h 00mMultiple Airlines

Thu 3/271:42 pmSJD - ORD

1 stop8h 33mMultiple Airlines

Deal found 2/26

$417

Thu 3/66:23 amORD - SJD

1 stop13h 59mVolaris

Thu 3/1311:55 amSJD - ORD

1 stop10h 20mVolaris

Deal found 2/26

$419

Wed 3/122:00 amORD - SJD

1 stop15h 10mViva

Mon 12/228:25 amSJD - ORD

1 stop29h 10mViva

Deal found 2/27

$428

Sat 4/128:35 pmORD - SJD

1 stop13h 50mAmerican Airlines

Wed 4/1612:55 pmSJD - ORD

Nonstop4h 15mAmerican Airlines

Deal found 2/26

$433

Wed 4/96:15 amORD - SJD

2 stops14h 02mDelta

Wed 4/168:45 amSJD - ORD

2 stops13h 14mDelta

Deal found 2/27

$443

Wed 4/26:00 amMDW - SJD

1 stop9h 05mAeromexico

Thu 4/312:26 pmSJD - MDW

1 stop7h 55mAeromexico

Deal found 2/26

$443

Tue 4/16:56 pmORD - SJD

2 stops23h 19mAlaska Airlines

Tue 4/87:16 pmSJD - ORD

2 stops21h 00mAlaska Airlines

Deal found 2/26

$462

Sun 4/2010:50 pmMDW - SJD

1 stop13h 50mSouthwest

Fri 4/252:20 pmSJD - MDW

1 stop7h 45mSouthwest

Deal found 2/27

$528

Sat 7/266:15 amMDW - SJD

1 stop6h 41mFrontier

Sat 8/212:16 pmSJD - MDW

2 stops21h 08mFrontier

Deal found 2/26

$533

Fri 4/115:00 amORD - SJD

1 stop9h 10mUnited Airlines

Fri 4/1811:52 amSJD - ORD

Nonstop4h 18mUnited Airlines

Deal found 2/27

$560

Fri 4/256:00 amORD - SJD

1 stop11h 35mHawaiian Airlines

Mon 4/283:34 pmSJD - ORD

1 stop12h 31mHawaiian Airlines

Deal found 2/27

$562

Wed 4/98:39 pmMDW - SJD

1 stop13h 08mVolaris

Sun 4/138:22 amSJD - MDW

1 stop8h 44mVolaris

Deal found 2/26

$439

Last-minute flights from Chicago to Cabo San Lucas
Discover last-minute flight deals from Chicago to Cabo San Lucas. Data last updated February 27, 2025 and is based on user searches.

Fri 2/283:50 pmORD - SJD

2 stops20h 00mMultiple Airlines

Sat 3/14:30 pmSJD - ORD

1 stop22h 30mMultiple Airlines

Deal found 2/27

$417

Wed 3/51:08 amORD - SJD

1 stop9h 25mDelta

Thu 3/134:40 pmSJD - ORD

2 stops14h 38mDelta

Deal found 2/27

$624

Thu 3/62:42 amORD - SJD

1 stop9h 00mVolaris

Mon 3/108:19 pmSJD - ORD

1 stop7h 18mVolaris

Deal found 2/27

$503

Thu 3/61:08 amORD - SJD

1 stop9h 44mAeromexico

Sat 3/156:02 amSJD - ORD

2 stops15h 54mAeromexico

Deal found 2/27

$834

Thu 3/66:00 amMDW - SJD

1 stop9h 11mAeromexico

Sun 3/912:33 pmSJD - MDW

1 stop25h 41mAeromexico

Deal found 2/26

$1,068

Fri 3/77:55 pmMDW - SJD

1 stop20h 15mMultiple Airlines

Tue 3/118:29 amSJD - MDW

1 stop8h 41mMultiple Airlines

Deal found 2/26

$425

Fri 3/76:00 amMDW - SJD

2 stops13h 32mDelta

Fri 3/144:25 pmSJD - MDW

2 stops14h 44mDelta

Deal found 2/26

$629

Fri 3/76:10 amMDW - SJD

1 stop8h 40mSouthwest

Mon 3/101:00 pmSJD - MDW

Nonstop4h 00mSouthwest

Deal found 2/25

$663

Fri 3/79:04 amORD - SJD

Nonstop4h 53mUnited Airlines

Fri 3/1411:49 amSJD - ORD

Nonstop4h 09mUnited Airlines

Deal found 2/27

$726

Sat 3/87:55 pmMDW - SJD

1 stop12h 55mVolaris

Mon 3/108:29 amSJD - MDW

1 stop8h 41mVolaris

Deal found 2/25

$426

Sat 3/87:30 pmORD - SJD

1 stop16h 00mAmerican Airlines

Tue 3/1112:10 pmSJD - ORD

Nonstop4h 15mAmerican Airlines

Deal found 2/27

$591

Sat 3/85:56 pmORD - SJD

2 stops24h 53mAlaska Airlines

Tue 3/114:19 pmSJD - ORD

2 stops22h 39mAlaska Airlines

Deal found 2/27

$606

One-way flights from Chicago to Cabo San Lucas
Search for one-way flight options from Chicago to Cabo San Lucas. Find affordable one-way fares based on user searches. Data last updated February 27, 2025.

Mon 3/246:30 pmORD - SJD

1 stop17h 00mMultiple Airlines

Deal found 2/26

$97

Sun 3/3012:35 pmORD - SJD

1 stop22h 55mViva

Deal found 2/27

$99

Sun 3/236:30 pmORD - SJD

2 stops23h 05mVolaris

Deal found 2/27

$107

Sat 3/295:30 amMDW - SJD

2 stops30h 00mMultiple Airlines

Deal found 2/26

$171

Sat 3/298:39 pmMDW - SJD

1 stop13h 11mVolaris

Deal found 2/27

$173

Sat 5/316:15 amMDW - SJD

1 stop6h 41mFrontier

Deal found 2/26

$175

Fri 4/116:40 amORD - SJD

1 stop27h 54mFrontier

Deal found 2/26

$183

Mon 5/199:10 amORD - SJD

Nonstop4h 40mAmerican Airlines

Deal found 2/27

$194

Wed 4/167:25 amORD - SJD

1 stop8h 30mDelta

Deal found 2/27

$199

Wed 4/306:04 amMDW - SJD

2 stops14h 13mDelta

Deal found 2/27

$199

Thu 3/276:56 pmORD - SJD

1 stop17h 10mHawaiian Airlines

Deal found 2/26

$226

Sun 5/45:45 amMDW - SJD

1 stop7h 35mSouthwest

Deal found 2/27

$227

Find flights from Chicago to Cabo San Lucas within your budget

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/23

6:30 pm-9:30 am

1 stop17h 00m

San José del Cabo Los Cabos

Thu 3/27

1:42 pm-12:15 am

1 stop8h 33m

$417

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 5/15

8:39 pm-7:30 am

1 stop12h 51m

San José del Cabo Los Cabos

Sun 5/18

8:05 am-7:06 pm

1 stop9h 01m

$417

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 4/2

1:45 am-3:35 pm

2 stops15h 50m

San José del Cabo Los Cabos

Mon 4/7

4:15 pm-5:42 am

3 stops35h 27m

$426

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 3/12

2:00 am-3:10 pm

1 stop15h 10m

San José del Cabo Los Cabos

Mon 12/22

8:25 am-2:35 pm

1 stop29h 10m

$428

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 4/6

8:39 pm-7:47 am

1 stop13h 08m

San José del Cabo Los Cabos

Sun 4/13

8:22 am-7:06 pm

1 stop8h 44m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 4/9

6:15 am-6:17 pm

2 stops14h 02m

San José del Cabo Los Cabos

Wed 4/16

12:15 pm-11:59 pm

1 stop9h 44m

$443

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 4/7

6:00 am-6:22 pm

2 stops14h 22m

San José del Cabo Los Cabos

Wed 4/16

12:15 pm-10:22 pm

1 stop8h 07m

$443

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 4/1

6:56 pm-4:15 pm

2 stops23h 19m

San José del Cabo Los Cabos

Tue 4/8

7:16 pm-6:16 pm

2 stops21h 00m

$462

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 5/16

8:35 pm-8:59 am

1 stop14h 24m

San José del Cabo Los Cabos

Wed 5/21

12:50 pm-7:10 pm

Nonstop4h 20m

$473

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 3/28

6:00 am-1:05 pm

1 stop9h 05m

San José del Cabo Los Cabos

Thu 4/3

12:26 pm-10:21 pm

1 stop7h 55m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 30 results

Best time to book a flight from Chicago to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Cabo San Lucas

Get recent, data-driven insights about flights from Chicago to Cabo San Lucas including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Cabo San Lucas?

Booking 17 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Cabo San Lucas. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $437). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to C4B?

When flying from Chicago to Cabo San Lucas, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Cabo San Lucas?

Travelers seeking maximum savings on their Chicago to Cabo San Lucas flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Cabo San Lucas

The most flights from CHI to C4B are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Cabo San Lucas by month

In terms of precipitation, rainfall in Cabo San Lucas ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Cabo San Lucas when rainfall is around 0.0 in.

Temperature in Cabo San Lucas by month

If weather is an important factor for your trip to Cabo San Lucas, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Cabo San Lucas

Get a feel of what it's like to fly with Southwest, Alaska Airlines and Delta from Chicago to Cabo San Lucas by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.1

Very good

4,362 reviews

Reviews

1 / 20

10.0

Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Southwest

8.1

Very good

4,362 reviews

Southwest

8.1

Very good

4,362 reviews

Reviews

1 / 20

10.0

Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Alaska Airlines

8.0

Very good

9,717 reviews

Southwest

8.1

Very good

4,362 reviews

Reviews

1 / 20

10.0

Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Delta

8.0

Very good

8,140 reviews

Southwest

8.1

Very good

4,362 reviews

Reviews

1 / 20

10.0

Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Hawaiian Airlines

7.9

Good

2,318 reviews

Southwest

8.1

Very good

4,362 reviews

Reviews

1 / 20

10.0

Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Aeromexico

7.5

Good

1,752 reviews

Southwest

8.1

Very good

4,362 reviews

Reviews

1 / 20

10.0

Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Related info for your journey

What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?
One-way options have recently been found by users for as low as $99 on Viva. Other airlines that offer cheap prices include Volaris from $107 and Frontier from $175 one-way.
What are the most reliable airlines from Chicago to Cabo San Lucas?
The top 3 most reliable airlines when flying from Chicago to Cabo San Lucas are American Airlines (88%), Emirates (77%) and United Airlines (77%).
What are the cheapest flights from Chicago to Cabo San Lucas?
While on average a flight from Chicago to Cabo San Lucas is generally $1,053, our data shows the cheapest flight currently is $245. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $253 for that flight.
Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?
Yes. In addition to deals on Chicago to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Cabo San Lucas?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cabo San Lucas.
Can I find deals for business class flights from Chicago to Cabo San Lucas?
Yes. Cheapflights offers flight deals from Chicago to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Cabo San Lucas?
Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $437). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Cabo San Lucas

O'Hare Intl to San José del Cabo flights

Midway to San José del Cabo flights

St. Louis to San José del Cabo flights

O'Hare Intl to La Paz flights

Midway to La Paz flights

Moline to San José del Cabo flights

O'Hare Intl to Loreto flights

Quincy to San José del Cabo flights

Top 7 airlines flying from Chicago to Cabo San Lucas

Airline	Cheapest	Average	Flexibility	On-time
Viva	Cheapest$270	Average$384	FlexibilityNo cancel fee	On-timeN/A
Volaris	Cheapest$312	Average$414	FlexibilityNo cancel fee	On-time79%
American Airlines	Cheapest$414	Average$619	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$423	Average$676	FlexibilityNo cancel fee	On-time69%
Aeromexico	Cheapest$426	Average$595	FlexibilityNo cancel fee	On-timeN/A
Delta	Cheapest$431	Average$800	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$543	Average$734	FlexibilityNo cancel fee	On-time63%

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$97+ Cheap flights from Chicago (CHI) to Cabo San Lucas, Mexico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Cabo San Lucas with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

The best prices from Chicago to Cabo San Lucas are usually found in July or August, booked 17 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap flight deals from Chicago to Cabo San Lucas

Keep the following information in mind while searching for Chicago to Cabo San Lucas flight deals. Data was last updated February 27, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Cabo San Lucas

Cheapest flights from Chicago to Cabo San LucasExplore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2025.

Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2025.

Find flights from Chicago to Cabo San Lucas within your budget

Best time to book a flight from Chicago to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Chicago with our price prediction graph.

Travel insights for flights from Chicago to Cabo San Lucas

Get recent, data-driven insights about flights from Chicago to Cabo San Lucas including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Cabo San Lucas?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cabo San Lucas. Price data was last updated on February 25, 2025.

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

What is the cheapest time of day to fly from CHI to C4B?

Find hourly flight availability from Chicago to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 27, 2025.

What is the cheapest day to fly from Chicago to Cabo San Lucas?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Cabo San Lucas. Price data was last updated on February 23, 2025.

Weekly flight availability from Chicago to Cabo San Lucas

Rainfall in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average rainfall totals by month.

Temperature in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average temperature totals by month.

Reviews of airlines servicing Cabo San Lucas

Get a feel of what it's like to fly with Southwest, Alaska Airlines and Delta from Chicago to Cabo San Lucas by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?

What are the most reliable airlines from Chicago to Cabo San Lucas?

What are the cheapest flights from Chicago to Cabo San Lucas?

Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?

How can I find direct flights from Chicago to Cabo San Lucas?

Can I find deals for business class flights from Chicago to Cabo San Lucas?

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Chicago to Cabo San Lucas

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Travel Smart

Cheapest flights from Chicago to Cabo San Lucas
Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2025.